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Which free agents will cash in on postseason trends?

Ian Desmond's ability to play crucial defensive positions in the outfield and infield could make him a valuable free agent this offseason. Steve Nurenberg/Icon Sportswire

Only one team can win it all. And so the minute the World Series ends, 29 other fan bases are ready for the offseason. Thankfully, the transactions are starting to trickle in, and the winter meetings aren't too far away.